HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Puerto Plata

$316+ Cheap flights from Chicago (CHI) to Puerto Plata, Dominican Republic (POP)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — POP
nov. 22 — nov. 291
sáb. 11/22
sáb. 11/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Puerto Plata with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Find flight deals from Chicago to Puerto Plata

Cheapest flights from Chicago to Puerto Plata
Explore the most affordable flight options available from Chicago to Puerto Plata. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 23, 2025.

This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/66:45 amORD - POP
1 stop7h 11mDelta
vie. 12/125:11 pmPOP - ORD
1 stop8h 50mDelta
Deal found 10/23$388
This American Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/66:39 pmORD - POP
1 stop16h 47mAmerican Airlines
vie. 12/124:38 pmPOP - ORD
2 stops16h 41mAmerican Airlines
Deal found 10/23$392
This American Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/107:00 amORD - POP
1 stop6h 41mAmerican Airlines
lun. 11/174:31 pmPOP - ORD
1 stop18h 34mAmerican Airlines
Deal found 10/21$432
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/295:30 amORD - POP
1 stop8h 30mDelta
jue. 1/294:55 pmPOP - ORD
1 stop8h 59mDelta
Deal found 10/21$456
This American Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/297:26 pmORD - POP
1 stop16h 41mAmerican Airlines
jue. 1/294:42 pmPOP - ORD
1 stop8h 27mAmerican Airlines
Deal found 10/22$462
This American Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/58:55 pmORD - POP
2 stops14h 31mAmerican Airlines
vie. 12/124:38 pmPOP - ORD
2 stops16h 41mAmerican Airlines
Deal found 10/21$467
This American Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/35:00 amORD - POP
1 stop6h 48mAmerican Airlines
sáb. 11/82:23 pmPOP - ORD
1 stop7h 19mAmerican Airlines
Deal found 10/21$488
This Expedia deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/611:25 amORD - POP
2 stops25h 16mJetBlue
vie. 12/124:28 pmPOP - ORD
2 stops20h 07mJetBlue
Deal found 10/21$543
This American Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/226:00 amORD - POP
1 stop8h 00mAmerican Airlines
jue. 10/303:50 pmPOP - ORD
1 stop7h 45mAmerican Airlines
Deal found 10/22$565

Cheap flight deals from Chicago to Puerto Plata

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Puerto Plata (POP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated octubre 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$388
(Delta)

One-way from

$316
(Priceline)

Popular in

May

Cheapest in

January

Average price

$712
Provider with most accurate pricing for Chicago (CHI)-Puerto Plata La Union flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Puerto Plata La Union flights.
Search Deals
From Chicago (CHI) to Puerto Plata La Union
Search Deals
One-way flight from Chicago (CHI) to Puerto Plata La Union
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($68 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Puerto Plata that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated octubre 23, 2025.
Use the filters below to find and compare flights from Chicago to Puerto Plata that are best for you.

Fly from

Chicago

Fly to

Puerto Plata

Route

Depart

Return

Price

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

sáb. 12/6

6:45 am-3:56 pm

1 stop7h 11m

Puerto Plata La Union

sáb. 12/13

5:11 pm-10:43 pm

1 stop7h 32m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

dom. 11/30

12:19 am-1:48 pm

1 stop11h 29m

Puerto Plata La Union

vie. 12/5

2:55 pm-10:57 pm

1 stop10h 02m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

sáb. 12/6

6:45 am-3:56 pm

1 stop7h 11m

Puerto Plata La Union

vie. 12/12

5:11 pm-12:01 am

1 stop8h 50m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

dom. 1/11

7:00 am-3:42 pm

1 stop6h 42m

Puerto Plata La Union

vie. 1/16

3:32 pm-11:27 pm

1 stop9h 55m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

vie. 12/5

6:45 am-3:56 pm

1 stop7h 11m

Puerto Plata La Union

vie. 12/12

5:11 pm-12:01 am

1 stop8h 50m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

dom. 11/30

7:17 pm-1:48 pm

1 stop16h 31m

Puerto Plata La Union

vie. 12/5

4:38 pm-12:37 am

1 stop9h 59m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

sáb. 1/10

5:50 am-3:35 pm

1 stop7h 45m

Puerto Plata La Union

sáb. 1/17

4:55 pm-11:54 pm

1 stop8h 59m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

mar. 11/4

7:00 am-2:41 pm

1 stop29h 41m

$316

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

lun. 12/22

8:35 pm-2:07 pm

1 stop15h 32m

$407

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

dom. 12/21

8:35 pm-4:00 pm

1 stop17h 25m

$482

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

Showing 1-10 of 13 results
1
2

Compare providers for flights from Chicago to Puerto Plata

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Puerto Plata in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Puerto Plata flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Puerto Plata flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Puerto Plata flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Puerto Plata flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Puerto Plata flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Puerto Plata

Have a flexible travel schedule? Discover the best time to fly to Puerto Plata from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Puerto Plata

What is the cheapest month to book a flight from Chicago to Puerto Plata?

Currently, January is the cheapest month in which you can book a flight from Chicago to Puerto Plata (average of $218). Flying from Chicago to Puerto Plata in July is currently the most expensive (average of $580). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to POP?

Find hourly flight availability from Chicago to Puerto Plata. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octubre 23, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 28% on flights from Chicago to Puerto Plata by exploring options for tickets at noon.

Reviews of airlines servicing Puerto Plata

Get insights into the airlines that provide service to Puerto Plata. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Puerto Plata. Reviews last updated octubre 23, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Chicago to Puerto Plata by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,982 reviews

Overall

7.9

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,982 reviews
Delta
7.9
Good
7,982 reviews

Overall

7.9

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,032 reviews
Delta
7.9
Good
7,982 reviews

Overall

7.9

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Puerto Plata. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Puerto Plata from Chicago?

    For a flight from Chicago to Puerto Plata, you will be flying into La Union. Puerto Plata La Union (POP) is just 8.6 mi from the center of the city. La Union is the only Puerto Plata airport and it handles 0 inbound flights from Chicago per day. 2 airlines have flights to Puerto Plata La Union from Chicago on a regular basis.

  • How long is the flight from Chicago to Puerto Plata?

    Airlines like Delta and American Airlines fly from Chicago to Puerto Plata in about 7h 11m. The time it takes to get you to your destination can typically vary by up to 4h 18m. The distance from Chicago to Puerto Plata is about 1839 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Chicago to Puerto Plata round-trip?

    Our cheapest airline available from Chicago to Puerto Plata is Delta. Our recent data shows that you can find tickets from as low as $371 on this airline. An additional option worth looking into is American Airlines, starting at $410. Users have found that Delta is 43% cheaper than the other options available to this destination.

  • Can I find deals for flights from Chicago to Puerto Plata that include hotel bookings?

    Yes. In addition to deals on Chicago to Puerto Plata flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Puerto Plata?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Puerto Plata.

  • Can I find deals for business class flights from Chicago to Puerto Plata?

    Yes. Cheapflights offers flight deals from Chicago to Puerto Plata by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Puerto Plata?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Puerto Plata (average of $218). Flying from Chicago to Puerto Plata in July is currently the most expensive (average of $580). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Puerto Plata?

Book flights to Puerto Plata if you plan to visit one of these locations
Sosúa

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Puerto Plata

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Puerto Plata flights
St. Louis to Puerto Plata flights

Top 2 airlines flying from Chicago to Puerto Plata

Discover the top 2 airlines that operate flights from Chicago to Puerto Plata. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated octubre 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$371Average$527FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$410Average$649FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.